Town of Southold Town vacation rentals

Greenport West is among the most in-demand locations to book a vacation property in Town of Southold Town. Stay here and delight in the privacy and convenience that comes with having the whole place to yourself.

Houses are the most popular style of vacation rental in Town of Southold Town, according to our data. Even if you've got something else in mind, Vrbo has properties in many shapes and sizes. Browse our many options to find your ideal match.

The average price for a vacation home in Town of Southold Town is determined by several factors, including property type, season and length of stay. Whether you're looking for a sprawling villa with space for extended family or a cozy cabin for you and your other half, just enter your travel dates to view stays with unbeatable value.

The average price for a vacation home close to the beach in Town of Southold Town will depend on when you're going and the size and style of property you're searching for. Find prices easily and quickly on Vrbo by entering the dates you'll be traveling. Then use the filter tool to choose the number of bedrooms and amenities that you prefer, like WiFi, a pool and air conditioning.

Pack a bone and a squeezy toy for your canine companion because Town of Southold Town has 483 properties that roll out the welcome mat to doggie guests. Let your furriest pal join in on the family trip at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our "Pets allowed" filter box.

Pack your swimsuit and inflatable swan, because there are 140 houses with a private pool in Town of Southold Town. Make a booking at one of these popular vacation homes and make every day a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!

The most popular rental amenities people search for in Town of Southold Town are an electric car charging station, tennis and a fireplace. Whether you're hitting the road with buddies, family or even pets, Vrbo vacation homes come with the best amenities for fun and relaxation with the people that matter most.

With 83 vacation rentals that can host 10 guests or more in Town of Southold Town, there's no need to keep your invite list short. From fun family get-togethers to special events like Thanksgiving or Christmas parties, Vrbo can help you find a large group rental that fits the occasion.

With 478 family-friendly vacation homes to select from in Town of Southold Town, there's never been a better time to introduce the kiddos to the thrills of travel. Just click on our "Properties good for families" filter box to find stays that come with conveniences ideal for vacationing families, such as dining rooms, yards, bunk beds and hot tubs.

Keeping the kids entertained during your vacation in Town of Southold Town is a cinch with these leading family-friendly attractions:

• 67 Steps Beach
• Railroad Museum of Long Island
• Crescent Beach

Yes, you'll find 28 one-bedroom properties in Town of Southold Town to select from. A one-bedroom vacation rental is a wonderful choice if it's just you and your partner or if you're flying solo. Throw in more convenience, space and privacy than a hotel, and you'll be sure to have a memorable trip.

Town of Southold Town has 94 two-bedroom vacation rentals to choose from. Enjoy a vacation home with all the comfort and privacy you're looking for at an attractive price on Vrbo.